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黄酮类化合物

黄酮类化合物 定义与结构特征

黄酮类化合物是一大类天然存在的有机化合物,属于酚类衍生物。它们的分子结构通常包含两个苯环(A和B环)和一个三碳环(C环),形成一个基本骨架。该骨架由多个亚结构组成,包括黄烷醇、黄酮、黄酮醇等。

生物来源

黄酮类化合物广泛存在于植物界中,常见于许多蔬菜、水果及中药中。例如,在大豆、柑橘、茶叶和甘草中都可以找到它们的身影。

化学性质 亲水性与溶解度

由于其分子结构中含有多个酚羟基,因此具有一定的亲水性和良好的溶解性,这使得黄酮类化合物在药物设计中扮演重要角色。

稳定性与光敏性

大多数黄酮类化合物相对稳定,在适宜条件下不易发生降解。但某些类型的黄酮对光照比较敏感,容易被氧化,导致颜色变化。

生理活性与药用价值

黄酮类化合物因其丰富的生理活性而备受关注,主要包括:

  • 抗氧化作用:可有效清除体内自由基,保护细胞免受损伤。
  • 抗炎效应:有助于减轻炎症反应,缓解症状。
  • 心血管保护:可能通过多种机制改善心脑血管健康。
  • 抗癌潜力:研究表明某些黄酮类物质具有抑制肿瘤生长的能力。
应用领域 食品工业

作为一种天然色素和抗氧化剂,被广泛应用于食品加工中以提高其保质期及营养价值。

化妆品行业

利用其良好的生物相容性和抗衰老特性,在化妆品配方中应用广泛。

药物开发

由于黄酮类化合物展现出广泛的药理活性,已成为新药研发的重要候选目标之一。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 2-[4-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)phenoxy]acetic acid —— C17H12O7
2-[4-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)phenoxy]acetic acid
—— 1-(4-methylphenyl)-8-acetyl-2-(4-chlorophenyl)-7-methyl-4H-pyrano[2,3-f]indol-4-one —— C27H20ClNO3
1-(4-methylphenyl)-8-acetyl-2-(4-chlorophenyl)-7-methyl-4H-pyrano[2,3-f]indol-4-one
—— 4-(5-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-2-yl)phenyl N,N-dimethylcarbamate —— C20H19NO7
4-(5-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-2-yl)phenyl N,N-dimethylcarbamate
—— Fa173 —— C18H18O4
Fa173
—— (2R,3R)-cis-3-acetoxy-4'-methoxyflavan —— C18H18O4
(2R,3R)-cis-3-acetoxy-4'-methoxyflavan
—— Fa131 —— C18H18O4
Fa131
—— 2-(4-(4-chlorophenoxy)phenyl)-4H-chromen-4-one —— C21H13ClO3
2-(4-(4-chlorophenoxy)phenyl)-4H-chromen-4-one
—— houttuynoid Η —— C42H56O15
houttuynoid Η
—— 3',4'-dihydroxy-7,8-dimethoxyflavone —— C17H14O6
3',4'-dihydroxy-7,8-dimethoxyflavone
—— 2',3'-dihydroxyflavavonol —— C15H12O5
2',3'-dihydroxyflavavonol
—— (2R,3R)-2',3'-dihydroxyflavavonol —— C15H12O5
(2R,3R)-2',3'-dihydroxyflavavonol
—— 5-Amino-2-(4-dimethylamino)phenyl-4H-benzopyran-4-one —— C17H16N2O2
5-Amino-2-(4-dimethylamino)phenyl-4H-benzopyran-4-one
—— 2-(3,4-dimethoxyphenyl)-8-ethoxy-2,4-dimethoxychromane —— C21H26O6
2-(3,4-dimethoxyphenyl)-8-ethoxy-2,4-dimethoxychromane
—— 4-(4-(10-hydroxy-9-oxo-2,3-dihydro-9H-[1,4]dioxino[2,3-g]chromen-7-yl)phenoxy)butyl 4-(bis(2-chloroethyl)amino)benzoate —— C32H31Cl2NO8
4-(4-(10-hydroxy-9-oxo-2,3-dihydro-9H-[1,4]dioxino[2,3-g]chromen-7-yl)phenoxy)butyl 4-(bis(2-chloroethyl)amino)benzoate
—— (2R,3R)-3-Butoxy-2-(3,4-dihydroxy-phenyl)-chroman-5,7-diol —— C19H22O6
(2R,3R)-3-Butoxy-2-(3,4-dihydroxy-phenyl)-chroman-5,7-diol
—— polystyrene carboxaldehyde resin —— CHOPol
polystyrene carboxaldehyde resin
—— (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl dodecanoate —— C27H36O8
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl dodecanoate
—— quercetagetin-6-O-(6-O-caffeoyl-β-D-glucopyranoside) —— C30H26O16
quercetagetin-6-O-(6-O-caffeoyl-β-D-glucopyranoside)
—— 3-(3-bromophenyl)-1H-benzo[f]chromen-1-one —— C19H11BrO2
3-(3-bromophenyl)-1H-benzo[f]chromen-1-one
—— 5-hydroxy-4'-(L-lysyloxy)-3,3',7-trimethoxyflavone —— C24H28N2O8
5-hydroxy-4'-(L-lysyloxy)-3,3',7-trimethoxyflavone
—— luteolin 7-O-<β-D-glucuronosyl(1-2)β-D-glucuronide>-4'-O-β-D-glucuronide —— C33H34O24
luteolin 7-O-<β-D-glucuronosyl(1-2)β-D-glucuronide>-4'-O-β-D-glucuronide
—— 2,2'-[butane-1,4-diylbis(oxy)bis(4,1-phenylene)]bis[4H-1-benzopyran-4-one] —— C34H26O6
2,2'-[butane-1,4-diylbis(oxy)bis(4,1-phenylene)]bis[4H-1-benzopyran-4-one]
—— 3-(5-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-2-yl)phenyl N,N-dimethylcarbamate —— C20H19NO7
3-(5-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-2-yl)phenyl N,N-dimethylcarbamate
—— UCCF 316 —— C19H11FO2
UCCF 316
—— hesperetin 7-α-O-glucoside —— C22H24O11
hesperetin 7-α-O-glucoside
—— (-)-Epicatechin (4β-> 8) (-)-4'-methylepigallocatechin —— C31H28O13
(-)-Epicatechin (4β-> 8) (-)-4'-methylepigallocatechin
—— 2-(4-aminophenyl)-6-(morpholin-4-ylmethyl)-4H-chromen-4-one —— C20H20N2O3
2-(4-aminophenyl)-6-(morpholin-4-ylmethyl)-4H-chromen-4-one
—— flavoxate —— C24H25NO4
flavoxate
—— (2,3)-trans-3-(3'',3''-dimethylallyl)-5,7,3',4'-tetrahydroxyflavanone —— C20H20O6
(2,3)-trans-3-(3'',3''-dimethylallyl)-5,7,3',4'-tetrahydroxyflavanone
—— 6,8-difluoro-5-(3-dimethylaminopropylamino)-2-(3-fluoro-4-pivaloylaminophenyl)-7-methyl-4H-1-benzopyran-4-one —— C26H30F3N3O3
6,8-difluoro-5-(3-dimethylaminopropylamino)-2-(3-fluoro-4-pivaloylaminophenyl)-7-methyl-4H-1-benzopyran-4-one
—— 3,3'-diphenyl-3H-anthro[2,1-b]pyran —— C31H24O3
3,3'-diphenyl-3H-anthro[2,1-b]pyran
—— N-(3-(5-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-2-yl)phenyl)-4-methoxybenzamide —— C25H21NO7
N-(3-(5-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-2-yl)phenyl)-4-methoxybenzamide
—— 6,6'-[hexane-1,4-diylbis(oxy)]bis[2-phenyl-4H-1-benzopyran-4-one] —— C36H30O6
6,6'-[hexane-1,4-diylbis(oxy)]bis[2-phenyl-4H-1-benzopyran-4-one]
—— 3-O-mesyl-(-)-epicatechin —— C16H16O8S
3-O-mesyl-(-)-epicatechin
—— 3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-(3-methylazetidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol —— C28H29NO4
3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-(3-methylazetidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol
—— 2-hydroxy-flavone —— C15H12O3
2-hydroxy-flavone
—— gambiriin A1 —— C30H28O12
gambiriin A1
—— 5-methylpyranopelargonidin —— C18H13O5
5-methylpyranopelargonidin
—— 4'-aminoflavanone hydrochloride —— C15H13NO2*ClH
4'-aminoflavanone hydrochloride
—— 6-(2-hydroxy-2-methylbutyl)-2'-(7-hydroxy-3,7-dimethyloct-2-enyl)-5-hydroxy-3',4',7-trimethoxyflavanone 1130021-65-6 C33H46O8
6-(2-hydroxy-2-methylbutyl)-2'-(7-hydroxy-3,7-dimethyloct-2-enyl)-5-hydroxy-3',4',7-trimethoxyflavanone
—— methyl 2-[(E)-8-[6-[5,7-dimethoxy-6-[3-(2-methoxy-2-oxoethoxy)-3-methylbutyl]-4-oxo-2,3-dihydrochromen-2-yl]-2,3-dimethoxyphenyl]-2,6-dimethyloct-6-en-2-yl]oxyacetate 1137849-76-3 C40H56O12
methyl 2-[(E)-8-[6-[5,7-dimethoxy-6-[3-(2-methoxy-2-oxoethoxy)-3-methylbutyl]-4-oxo-2,3-dihydrochromen-2-yl]-2,3-dimethoxyphenyl]-2,6-dimethyloct-6-en-2-yl]oxyacetate
—— Lespeflorin B4 1108717-56-1 C30H36O6
Lespeflorin B4
—— N-hydroxy-2-[(E)-8-[6-[6-[3-[2-(hydroxyamino)-2-oxoethoxy]-3-methylbutyl]-5,7-dimethoxy-4-oxo-2,3-dihydrochromen-2-yl]-2,3-dimethoxyphenyl]-2,6-dimethyloct-6-en-2-yl]oxyacetamide 1137849-80-9 C38H54N2O12
N-hydroxy-2-[(E)-8-[6-[6-[3-[2-(hydroxyamino)-2-oxoethoxy]-3-methylbutyl]-5,7-dimethoxy-4-oxo-2,3-dihydrochromen-2-yl]-2,3-dimethoxyphenyl]-2,6-dimethyloct-6-en-2-yl]oxyacetamide
—— 2-[(E)-8-[6-[6-[3-(carboxymethoxy)-3-methylbutyl]-5,7-dimethoxy-4-oxo-2,3-dihydrochromen-2-yl]-2,3-dimethoxyphenyl]-2,6-dimethyloct-6-en-2-yl]oxyacetic acid 1137849-78-5 C38H52O12
2-[(E)-8-[6-[6-[3-(carboxymethoxy)-3-methylbutyl]-5,7-dimethoxy-4-oxo-2,3-dihydrochromen-2-yl]-2,3-dimethoxyphenyl]-2,6-dimethyloct-6-en-2-yl]oxyacetic acid
—— 7-[(2S,3R,4S,5S,6R)-3-[(3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one 26544-34-3 C26H28O14
7-[(2S,3R,4S,5S,6R)-3-[(3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— Lespeflorin A3 1108717-51-6 C30H34O4
Lespeflorin A3
—— Lespeflorin B3 1108717-55-0 C30H36O5
Lespeflorin B3
—— 2-(hydroxy)-9-[4'-(2'-piperidinyl-ethoxy)-phenyl]-11,14-spiro[4,5]-5,6,7,8-tetrahydro-9H-benzo[c]chromene 874281-37-5 C28H33NO3S2
2-(hydroxy)-9-[4'-(2'-piperidinyl-ethoxy)-phenyl]-11,14-spiro[4,5]-5,6,7,8-tetrahydro-9H-benzo[c]chromene
—— Quercetin-3-glucoside —— C21H19O12-
Quercetin-3-glucoside
—— [2-14C]procyanidin B2 1126481-90-0 C30H26O12
[2-14C]procyanidin B2